These Under-$100 Fall Shoes Are My Guilt-Free Buy of the Week

It still isn't jackets-and-tights weather up in New York, but I'm already fantasizing about my wardrobe for the exciting new season ahead.
The simplest way to ease into the new fall season is with a chic pair of new shoes, especially ones that don't cost an arm and a leg when you're already investing in the It coats and accessories that will define the rest of the year. From elevated Western-style boots to timeless quiet luxury–adjacent silhouettes, take on the trends before everyone else with our must-have picks below. The best part? You don't have to spend your whole paycheck to get in on these new-season styles. Score.
Below, shop all the best under-$100, guilt-free shoe purchases you could make this week to gear up for the rest of fall. If you buy everything on this list, don't blame me!
I'll leave you with this pretty, preppy pair.

Ana Escalante is an award-winning journalist and Gen Z editor known for her sharp takes on fashion and culture. She’s covered everything from Copenhagen Fashion Week to Roe v. Wade protests as the Editorial Assistant at Glamour after earning her journalism degree at the University of Florida in 2021. At Who What Wear, Ana mixes wit with unapologetic commentary in long-form fashion and beauty content, creating pieces that resonate with a digital-first generation. If it’s smart, snarky, and unexpected, chances are her name’s on it.
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